data_GP1
#

_chem_comp.id                                   GP1
_chem_comp.name                                 2-amino-2-deoxy-1-O-phosphono-alpha-D-glucopyranose
_chem_comp.type                                 D-saccharide
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C6 H14 N O8 P"
_chem_comp.mon_nstd_parent_comp_id              PA1
_chem_comp.pdbx_synonyms                        
;GLUCOSAMINE 1-PHOSPHATE; 1-O-phosphono-alpha-D-glucosamine; 2-amino-2-deoxy-1-O-phosphono-alpha-D-glucose;
2-amino-2-deoxy-1-O-phosphono-D-glucose; 2-amino-2-deoxy-1-O-phosphono-glucose
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    1999-09-30
_chem_comp.pdbx_modified_date                   2020-07-17
_chem_comp.pdbx_ambiguous_flag                  N
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       259.151
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    GP1
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       ?
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       1FCP
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 EBI
#   #
loop_
_pdbx_chem_comp_synonyms.ordinal
_pdbx_chem_comp_synonyms.comp_id
_pdbx_chem_comp_synonyms.name
_pdbx_chem_comp_synonyms.provenance
_pdbx_chem_comp_synonyms.type
1  GP1  "GLUCOSAMINE 1-PHOSPHATE"                        PDB  ?  
2  GP1  1-O-phosphono-alpha-D-glucosamine                PDB  ?  
3  GP1  2-amino-2-deoxy-1-O-phosphono-alpha-D-glucose    PDB  ?  
4  GP1  2-amino-2-deoxy-1-O-phosphono-D-glucose          PDB  ?  
5  GP1  2-amino-2-deoxy-1-O-phosphono-glucose            PDB  ?  
#   #
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.alt_atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.charge
_chem_comp_atom.pdbx_align
_chem_comp_atom.pdbx_aromatic_flag
_chem_comp_atom.pdbx_leaving_atom_flag
_chem_comp_atom.pdbx_stereo_config
_chem_comp_atom.model_Cartn_x
_chem_comp_atom.model_Cartn_y
_chem_comp_atom.model_Cartn_z
_chem_comp_atom.pdbx_model_Cartn_x_ideal
_chem_comp_atom.pdbx_model_Cartn_y_ideal
_chem_comp_atom.pdbx_model_Cartn_z_ideal
_chem_comp_atom.pdbx_component_atom_id
_chem_comp_atom.pdbx_component_comp_id
_chem_comp_atom.pdbx_ordinal
GP1  C1    C1B   C  0  1  N  N  R  54.387  73.762  59.754   0.582  -0.787   0.195  C1    GP1   1  
GP1  C2    C2B   C  0  1  N  N  R  53.374  74.782  59.173   1.607  -0.753  -0.939  C2    GP1   2  
GP1  C3    C3B   C  0  1  N  N  R  52.124  74.079  58.646   1.203   0.328  -1.947  C3    GP1   3  
GP1  C4    C4B   C  0  1  N  N  S  52.547  73.019  57.619  -0.244   0.077  -2.383  C4    GP1   4  
GP1  C5    C5B   C  0  1  N  N  R  53.616  72.059  58.199  -1.130  -0.017  -1.138  C5    GP1   5  
GP1  C6    C6B   C  0  1  N  N  N  54.122  71.103  57.111  -2.583  -0.236  -1.563  C6    GP1   6  
GP1  N2    N2B   N  0  1  N  N  N  53.047  75.872  60.091   2.935  -0.445  -0.393  N2    GP1   7  
GP1  O1    O1B   O  0  1  N  N  N  53.855  73.104  60.925   0.532   0.494   0.824  O1    GP1   8  
GP1  O3    O3B   O  0  1  N  N  N  51.254  75.044  58.026   2.066   0.270  -3.085  O3    GP1   9  
GP1  O4    O4B   O  0  1  N  N  N  51.400  72.266  57.190  -0.690   1.155  -3.208  O4    GP1  10  
GP1  O6    O5B   O  0  1  N  N  N  53.707  71.547  55.801  -3.411  -0.324  -0.402  O6    GP1  11  
GP1  O5    O6B   O  0  1  N  N  N  54.729  72.792  58.741  -0.705  -1.109  -0.325  O5    GP1  12  
GP1  O7B   O7B   O  0  1  N  N  N  56.102  72.207  61.096   0.069   1.652   3.139  O7B   GP1  13  
GP1  P4B   P4B   P  0  1  N  N  N  54.949  72.726  61.882   0.143   0.242   2.366  P4B   GP1  14  
GP1  O8B   O8B   O  0  1  N  N  N  55.321  73.942  62.643   1.169  -0.614   3.000  O8B   GP1  15  
GP1  O9B   O9B   O  0  1  N  N  N  54.408  71.679  62.783  -1.289  -0.488   2.445  O9B   GP1  16  
GP1  H1    H1    H  0  1  N  N  N  55.305  74.311  60.065   0.874  -1.539   0.928  H1    GP1  17  
GP1  H2    H2    H  0  1  N  N  N  53.883  75.270  58.310   1.633  -1.723  -1.436  H2    GP1  18  
GP1  H3    H3    H  0  1  N  N  N  51.579  73.589  59.486   1.279   1.310  -1.480  H3    GP1  19  
GP1  H4    H4    H  0  1  N  N  N  52.995  73.549  56.747  -0.300  -0.856  -2.942  H4    GP1  20  
GP1  H5    H5    H  0  1  N  N  N  53.137  71.472  59.017  -1.055   0.908  -0.568  H5    GP1  21  
GP1  H61   H61   H  0  1  N  N  N  55.226  70.962  57.167  -2.911   0.600  -2.180  H61   GP1  22  
GP1  H62   H62   H  0  1  N  N  N  53.807  70.051  57.308  -2.659  -1.161  -2.135  H62   GP1  23  
GP1  HN21  HN21  H  0  0  N  N  N  52.380  76.543  59.708   3.156  -1.178   0.263  HN21  GP1  24  
GP1  HN22  HN22  H  0  0  N  Y  N  53.894  76.345  60.404   3.590  -0.532  -1.156  HN22  GP1  25  
GP1  HO3   HO3   H  0  1  N  Y  N  50.476  74.606  57.698   1.777   0.966  -3.691  HO3   GP1  26  
GP1  HO4   HO4   H  0  1  N  Y  N  51.661  71.610  56.554  -1.602   0.957  -3.458  HO4   GP1  27  
GP1  HO6   HO5   H  0  1  N  Y  N  54.020  70.955  55.127  -4.316  -0.462  -0.714  HO6   GP1  28  
GP1  HOP1  HOP1  H  0  0  N  N  N  56.794  71.967  61.701  -0.165   1.457   4.056  HOP1  GP1  29  
GP1  HOP2  HOP2  H  0  0  N  N  N  55.100  71.439  63.388  -1.927   0.102   2.022  HOP2  GP1  30  
#   #
loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.value_order
_chem_comp_bond.pdbx_aromatic_flag
_chem_comp_bond.pdbx_stereo_config
_chem_comp_bond.pdbx_ordinal
GP1  C1   C2    SING  N  N   1  
GP1  C1   O1    SING  N  N   2  
GP1  C1   O5    SING  N  N   3  
GP1  C1   H1    SING  N  N   4  
GP1  C2   C3    SING  N  N   5  
GP1  C2   N2    SING  N  N   6  
GP1  C2   H2    SING  N  N   7  
GP1  C3   C4    SING  N  N   8  
GP1  C3   O3    SING  N  N   9  
GP1  C3   H3    SING  N  N  10  
GP1  C4   C5    SING  N  N  11  
GP1  C4   O4    SING  N  N  12  
GP1  C4   H4    SING  N  N  13  
GP1  C5   C6    SING  N  N  14  
GP1  C5   O5    SING  N  N  15  
GP1  C5   H5    SING  N  N  16  
GP1  C6   O6    SING  N  N  17  
GP1  C6   H61   SING  N  N  18  
GP1  C6   H62   SING  N  N  19  
GP1  N2   HN21  SING  N  N  20  
GP1  N2   HN22  SING  N  N  21  
GP1  O1   P4B   SING  N  N  22  
GP1  O3   HO3   SING  N  N  23  
GP1  O4   HO4   SING  N  N  24  
GP1  O6   HO6   SING  N  N  25  
GP1  O7B  P4B   SING  N  N  26  
GP1  O7B  HOP1  SING  N  N  27  
GP1  P4B  O8B   DOUB  N  N  28  
GP1  P4B  O9B   SING  N  N  29  
GP1  O9B  HOP2  SING  N  N  30  
#   #
loop_
_pdbx_chem_comp_descriptor.comp_id
_pdbx_chem_comp_descriptor.type
_pdbx_chem_comp_descriptor.program
_pdbx_chem_comp_descriptor.program_version
_pdbx_chem_comp_descriptor.descriptor
GP1  SMILES            ACDLabs               10.04  "O=P(OC1OC(C(O)C(O)C1N)CO)(O)O"  
GP1  SMILES_CANONICAL  CACTVS                3.341  "N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[P](O)(O)=O"  
GP1  SMILES            CACTVS                3.341  "N[CH]1[CH](O)[CH](O)[CH](CO)O[CH]1O[P](O)(O)=O"  
GP1  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OP(=O)(O)O)N)O)O)O"  
GP1  SMILES            "OpenEye OEToolkits"  1.5.0  "C(C1C(C(C(C(O1)OP(=O)(O)O)N)O)O)O"  
GP1  InChI             InChI                 1.03   "InChI=1S/C6H14NO8P/c7-3-5(10)4(9)2(1-8)14-6(3)15-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4-,5-,6-/m1/s1"  
GP1  InChIKey          InChI                 1.03   YMJBYRVFGYXULK-QZABAPFNSA-N  
#   #
loop_
_pdbx_chem_comp_identifier.comp_id
_pdbx_chem_comp_identifier.type
_pdbx_chem_comp_identifier.program
_pdbx_chem_comp_identifier.program_version
_pdbx_chem_comp_identifier.identifier
GP1  "SYSTEMATIC NAME"            ACDLabs               10.04  2-amino-2-deoxy-1-O-phosphono-alpha-D-glucopyranose  
GP1  "SYSTEMATIC NAME"            "OpenEye OEToolkits"  1.5.0  "[(2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] dihydrogen phosphate"  
GP1  "IUPAC CARBOHYDRATE SYMBOL"  PDB-CARE              1.0    a-D-Glcp1PO3N  
#
_pdbx_chem_comp_related.comp_id            GP1
_pdbx_chem_comp_related.related_comp_id    PA1
_pdbx_chem_comp_related.relationship_type  "Carbohydrate core"
_pdbx_chem_comp_related.details            ?
#   #
loop_
_pdbx_chem_comp_atom_related.ordinal
_pdbx_chem_comp_atom_related.comp_id
_pdbx_chem_comp_atom_related.atom_id
_pdbx_chem_comp_atom_related.related_comp_id
_pdbx_chem_comp_atom_related.related_atom_id
_pdbx_chem_comp_atom_related.related_type
 1  GP1  C1    PA1  C1    "Carbohydrate core"  
 2  GP1  C2    PA1  C2    "Carbohydrate core"  
 3  GP1  C3    PA1  C3    "Carbohydrate core"  
 4  GP1  C4    PA1  C4    "Carbohydrate core"  
 5  GP1  C5    PA1  C5    "Carbohydrate core"  
 6  GP1  C6    PA1  C6    "Carbohydrate core"  
 7  GP1  N2    PA1  N2    "Carbohydrate core"  
 8  GP1  O1    PA1  O1    "Carbohydrate core"  
 9  GP1  O3    PA1  O3    "Carbohydrate core"  
10  GP1  O4    PA1  O4    "Carbohydrate core"  
11  GP1  O6    PA1  O6    "Carbohydrate core"  
12  GP1  O5    PA1  O5    "Carbohydrate core"  
13  GP1  H1    PA1  H1    "Carbohydrate core"  
14  GP1  H2    PA1  H2    "Carbohydrate core"  
15  GP1  H3    PA1  H3    "Carbohydrate core"  
16  GP1  H4    PA1  H4    "Carbohydrate core"  
17  GP1  H5    PA1  H5    "Carbohydrate core"  
18  GP1  H61   PA1  H61   "Carbohydrate core"  
19  GP1  H62   PA1  H62   "Carbohydrate core"  
20  GP1  HN21  PA1  HN21  "Carbohydrate core"  
21  GP1  HN22  PA1  HN22  "Carbohydrate core"  
22  GP1  HO3   PA1  HO3   "Carbohydrate core"  
23  GP1  HO4   PA1  HO4   "Carbohydrate core"  
24  GP1  HO6   PA1  HO6   "Carbohydrate core"  
#   #
loop_
_pdbx_chem_comp_feature.comp_id
_pdbx_chem_comp_feature.type
_pdbx_chem_comp_feature.value
_pdbx_chem_comp_feature.source
_pdbx_chem_comp_feature.support
GP1  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
GP1  "CARBOHYDRATE RING"                    pyranose  PDB  ?  
GP1  "CARBOHYDRATE ANOMER"                  alpha     PDB  ?  
GP1  "CARBOHYDRATE PRIMARY CARBONYL GROUP"  aldose    PDB  ?  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
GP1  "Create component"          1999-09-30  EBI   
GP1  "Modify descriptor"         2011-06-04  RCSB  
GP1  "Other modification"        2020-07-03  RCSB  
GP1  "Modify parent residue"     2020-07-17  RCSB  
GP1  "Modify name"               2020-07-17  RCSB  
GP1  "Modify synonyms"           2020-07-17  RCSB  
GP1  "Modify linking type"       2020-07-17  RCSB  
GP1  "Modify atom id"            2020-07-17  RCSB  
GP1  "Modify component atom id"  2020-07-17  RCSB  
GP1  "Modify leaving atom flag"  2020-07-17  RCSB  
##
